Assembly of 1,2,3‐Triazole‐Fused Polycyclic Compounds by Palladium‐Catalyzed CH Bond Activation

A palladium‐catalyzed protocol for the synthesis of 1,2,3‐triazole‐fused heterocycles, such as 1,4,5,6‐tetrahydrobenzo[ c ][1,2,3]triazolo[4,5‐ e ]azepines and 4,6‐dihydro‐1 H ‐benzo[5,6]oxepino[3,4‐ d ][1,2,3]triazoles, is reported. The method is versatile, high yielding, and even suitable for domino and one‐pot sequential protocols, combining the copper‐catalyzed reaction of alkynes and organic azides (CuAAC) with palladium‐catalyzed CH bond activation. A plausible reaction mechanism is proposed.

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Publication Details

Journal
European Journal of Organic Chemistry
Published
2025-06-06
DOI
https://doi.org/10.1002/ejoc.202500459
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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article

Assembly of 1,2,3‐Triazole‐Fused Polycyclic Compounds by Palladium‐Catalyzed CH Bond Activation

Federico Marrone, Antonella Goggiamani, Antonia Iazzetti, Andrea Serafini et al.
European Journal of Organic Chemistry
Catalytic C–H Functionalization Methods
article

Assembly of 1,2,3‐Triazole‐Fused Polycyclic Compounds by Palladium‐Catalyzed CH Bond Activation

Federico Marrone, Antonella Goggiamani, Antonia Iazzetti, Andrea Serafini, Karim Ullah, Yuri Gazzilli
article en

Abstract

A palladium‐catalyzed protocol for the synthesis of 1,2,3‐triazole‐fused heterocycles, such as 1,4,5,6‐tetrahydrobenzo[ c ][1,2,3]triazolo[4,5‐ e ]azepines and 4,6‐dihydro‐1 H ‐benzo[5,6]oxepino[3,4‐ d ][1,2,3]triazoles, is reported. The method is versatile, high yielding, and even suitable for domino and one‐pot sequential protocols, combining the copper‐catalyzed reaction of alkynes and organic azides (CuAAC) with palladium‐catalyzed CH bond activation. A plausible reaction mechanism is proposed.

European Journal of Organic ChemistryVol. 28(30)
Università Cattolica del Sacro Cuore (IT), University of Teramo (IT), Agostino Gemelli University Polyclinic (IT), Sapienza University of Rome (IT), KU Leuven (BE)
Openalex Percentile: Top 90%
Catalytic C–H Functionalization Methods
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